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Stereoselective Mukaiyama–Michael/Michael/Aldol Domino Cyclization as the Key Step in the Synthesis of Pentasubstituted Arenes: An Efficient Access to Highly Active Inhibitors of Cholesteryl Ester Transfer Protein (CETP)
Author(s) -
Paulsen Holger,
Antons Stefan,
Brandes Arndt,
Lögers Michael,
Müller Stephan Nicholas,
Naab Paul,
Schmeck Carsten,
Schneider Stephan,
Stoltefuß Jürgen
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19991115)38:22<3373::aid-anie3373>3.0.co;2-f
Subject(s) - domino , michael reaction , stereoselectivity , chemistry , cholesterylester transfer protein , aromatization , aldol reaction , key (lock) , combinatorial chemistry , stereochemistry , organic chemistry , computer science , biochemistry , catalysis , lipoprotein , cholesterol , computer security
Seemingly heartbreaking for a stereochemist , the one‐step selective construction of a stereopentad and its prompt destruction by aromatization has been proven to be an efficient strategy for the synthesis of fivefold substituted, pharmacologically highly active arenes (see scheme).